145011-61-6

Basic information

• Product Name: 2,5-Piperidinedicarboxylic acid, 1-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-, 2,5-diMethyl ester, (2R,5S)-rel-
• Synonyms: 2,5-Piperidinedicarboxylic acid, 1-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-, 2,5-diMethyl ester, (2R,5S)-rel-;(2R,5S)-Dimethyl 1-(2-(1,3-dioxoisoindolin-2-yl)ethyl)piperidine-2,5-dicarboxylate
• CAS NO: 145011-61-6
• Molecular Formula: C19H22N2O6
• Molecular Weight: 374.38778
• Mol File: 145011-61-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 496.2±45.0 °C(Predicted)
• Appearance: /
• Density: 1.295±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 6.62±0.10(Predicted)
• CAS DataBase Reference: 2,5-Piperidinedicarboxylic acid, 1-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-, 2,5-diMethyl ester, (2R,5S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Piperidinedicarboxylic acid, 1-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-, 2,5-diMethyl ester, (2R,5S)-rel-(145011-61-6)
• EPA Substance Registry System: 2,5-Piperidinedicarboxylic acid, 1-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-, 2,5-diMethyl ester, (2R,5S)-rel-(145011-61-6)

Safety Data

• Hazardous Substances Data: 145011-61-6(Hazardous Substances Data)

Usage

General Description

2,5-Piperidinedicarboxylic acid, 1-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-, 2,5-diMethyl ester, (2R,5S)-rel- is a chemical compound with the molecular formula C16H20N2O6. It is an ester of piperidinedicarboxylic acid and 1-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]. 2,5-Piperidinedicarboxylic acid, 1-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-, 2,5-diMethyl ester, (2R,5S)-rel- has a 2R,5S stereochemistry and is composed of two piperidine rings and an isoindoline ring. It is commonly used in pharmaceutical research and drug development due to its potential pharmacological properties.

Upstream product

• 127175-39-7 2-(1,3-dioxoisoindolin-2-yl)ethyl trifluoromethanesulfonate 
• 3891-07-4 N-(2-Hydroxyethyl)phthalimide 
• 2207-52-5 trans-2,5-Piperidinedicarboxylic acid methyl ester 
• 2207-52-5 piperidine-2,5-dicarboxylic acid dimethyl ester 

Downstream Products

• 145012-50-6 (7RS,9aSR)-trans-(octahydropyrido[1,2-a]pyrazin-7-yl)methanol 
• 145033-25-6 methyl trans-1-oxo-1,3,4,6,7,8,9,9a-octahydro-2H-pyrido<1,2-a>pyrazine-7-carboxylate 
• 145033-25-6 (7R,9aR)-1-Oxo-octahydro-pyrido[1,2-a]pyrazine-7-carboxylic acid methyl ester 

Relevant articles and documents

Process and intermediates for bis-aza-bicyclic anxiolytic agents

Optically pure intermediates of formula (1) wherein the substituent B is either cis or trans to the C9a -C1 bond and is selected from the group consisting of --CH2 OH, --CHO, --CH2 OSO2 R, --CH2 CN, --CH(OH)CH2 NO2, --CH=CH--NO2, (2) and (3), C is selected from the group consisting of --H, (4), (5), and a nitrogen protecting group which is removable by hydrogenation or acid treatment; and wherein R is (C1 -C8) alkyl, phenyl or alkyl substituted phenyl; X is N or CH; Y is O or S and Z is H or Cl; for the synthesis of octahydro-1H-pyrido(1,2-a)pyrazinyl ethyl carboxamide anxiolytic agents.

Synthesis of trans-7-Hydroxymethyl-2-(2-benzisoxazol-3-yl)octahydro-2H-pyridopyrazine

An efficient synthesis of trans-7-hydroxymethyl-2-(2-benzisoxazol-3-yl)octahydro-2H-pyridopyrazine 2 is presented which relies on the equilibration of cis-dimethyl piperidinedicarboxylate followed by alkylation with phthalimidoethyl triflate.

Process and intermediate for certain bis-aza-bicyclic anxiolytic agents

(C1 -C3)Alkyl-4,6,7,8,9,9a-hexahydro-2H,3H-pyrido-[1,2-a]pyrazin-1-one-7-carboxylate esters, important precursors to certain bis-aza-bicyclic anxiolytics, can be prepared from di(C1 -C3)alkyl cis-piperidine-2,5-dicarboxylate starting material by a new process via a new class of intermediates, di(C1 -C3)alkyl cis-N-(2-(phthalimido)ethyl)piperidine-2,5-dicarboxylates. In the process, the starting material is reacted with either 2-(phthalimido)ethyl triflate or 2-(phthalimido)acetaldehyde to form the new intermediate, which can then be cyclized to the aforementioned precursor.